New Arrivals

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Item 145210
$79.50 - $85.50
Check Out the Gingham Jacquard Short Sleeve Shirt: No one just plows down the historic Route 66. When a roadside attraction catches your eye, you stop and pull over to check it out. This soft and substantial dobby gingham shirt, made with midweight cotton jacquard, has that power. Based on our popular Vintner’s Pride, it plays a tonal checkerboard pattern off eye-popping, contrast stripes. It’s definitely a sight to behold. Button-down collar. Placket with faux pearl buttons. Shirttail hem. One chest pocket. Inverted back pleat with locker loop. Contrast grosgrain tape and locker loop inside collar. 100% cotton. Machine wash. Classic Fit. Imported.
Item 145208
$69.50 - $75.50
$64.50 - $70.50
Save up to 7%
5.05

(1)

Rocky Mountain Haze Jacquard Short Sleeve Shirt: You don’t have to hike a 14er to appreciate this midweight textured shirt. Blue-black to white vertical ombré stripes replicate that hazy, early-morning atmosphere, and superimposed on top is a jagged, mountain-like pattern turned on its side. Get ready to trace these peaks and valleys with a buttoned placket, one chest pocket, and two back pleats. Grosgrain tape lines the collar and side vents. Locker loop added inside collar. Engraved antiqued nickel buttons. Square hem. 100% cotton. Machine wash. Classic Fit. Imported.
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Item 145276
$69.50 - $75.50
4.05

(2)

The Easy Traveler Herringbone Shirt: The world’s right at your fingertips – so, why rush through it without taking in all the sights? Made for months spent traveling city to city, from Barcelona to Stockholm, this fine herringbone patterned shirt covers many of your bases when you’ve got to stay comfortable, pack economically, and look presentable. Poly/rayon/spandex feels like brushed cotton, drapes effortlessly, offers a touch of stretch for movement, and consistently looks sharp, thanks to wrinkle-resistant material. Midweight fabric adds a more substantial feel, compared to your typical travel shirt.
  • Midweight poly/rayon/spandex feels like brushed cotton
  • Herringbone pattern
  • Stretch fabrication for movement
  • Wrinkle resistant
  • Quick dry
  • Two buttoned chest pockets
  • Shirttail hem
  • Faux wood buttons (Putty and Sienna) or faux shell buttons (Black)
  • Classic Fit
  • Machine wash
  • Imported
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Item 145299
$69.50 - $75.50
5.05

(2)

Eclectic Cool-Made Stripe Long Sleeve Shirt: Midweight cotton twill boasts intricate geometric dobby stripes along with narrower stripes in an eclectic range of colors. Detailed with a button-through chest pocket, and herringbone twill tape at the inside back neck and side vents. Dark coconut buttons. Square hem. Back side pleats. 100% cotton. Machine wash. Imported.
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Item 191310
$170.00
Arrowood Riva Mid Waterproof Hiking Boots from Teva®: These mid-height hiking boots go the distance – through streams and over rugged, steep terrain. Waterproof protection starts with the treated full-grain leather upper and extends to the breathable eVent membrane, designed to block out moisture while releasing it from the interior. Through demanding journeys, its Vibram® rubber outsole, nylon shank, and rubberized toe cap always have you ready for the next step.
  • Waterproof full-grain leather upper
  • Waterproof, breathable two-way eVent membrane
  • Vibram® rubber outsole
  • Nylon shank
  • Rubberized toe cap
  • Float-Lite™ EVA midsole
  • PU high-rebound pad
  • Responsive PU sockliner
  • Imported

NOTE: This item is excluded from promotional discounts.
Item 145204
$69.50 - $75.50
$64.50 - $70.50
Save up to 7%
Gorge Views Stripe Batik Short Sleeve Shirt: An evolution of our best-selling Island Referee, this shirt’s hand-blocked and dyed batik stripes remind us of hiking along the Gorge Trail at New York’s Watkins Glen State Park – greenery above, the winding creek below, and in between uneven layers of eroded shale, limestone, and sandstone rock. Just as each perspective feels unique, no two of our shirts are exactly the same. Lightweight woven cotton is garment washed for a softer feel. Faux wood buttons. Pleats on back. Grosgrain tape along inside collar. Square hem with side vents. 100% cotton. Machine wash. Classic Fit. Imported.
Item 191238
$95.00
4.05

(1)

Highside '84 Shoes from Teva®: Distinctive retro-runner looks make a strong, colorblocked statement, but for the modern wearer, this shoe’s streamlined, breathable fit is far from clunky and dated. Leather, suede, and abrasion-resistant mesh upper is inspired by outdoor gear. Rubber outsole with 4mm lugs grips and gives you the traction to handle rough terrain.
  • Leather, suede, and abrasion-resistant mesh upper
  • Rubber outsole with grippy 4mm lugs
  • Lace-up closure
  • EVE footbed for a cushioned fit
  • Breathable mesh lining
  • Weighs 14.5 oz. (½ pair)
  • Imported

NOTE: This item is excluded from promotional discounts.
4.05

(1)

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Item 190572
$25.50
4.95

(58)

The Cap Fits Cotton Twill Cap: Innovative five-panel construction gives it a lower profile so that it sits and fits more streamlined on your head than regular caps. Made of soft, durable cotton twill with contrast binding. With an adjustable strap. Imported. One size.
4.95

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Item 145222
$69.50 - $75.50
Town Square Space-Dye Plaid Shirt: Gingham, windowpane, and buffalo checks meet at a single angular intersection, and what results is this lightweight woven shirt enhanced with subtle space-dye details. Features a single-button chest pocket, faux horn buttons, two back pleats, and herringbone twill grosgrain tape along the inner collar and side vents. Square hem. 100% cotton. Machine wash. Classic Fit. Imported.
Item 147062
$69.50 - $75.50
5.05

(1)

Scenic Drive Sueded Mock Pullover: To the tranquil coast, up to the mountains to observe the changing leaves, or through the scenic, historic countryside: Any place you go, nothing’s better for New England daytrips than this mock neck pullover. 260g heavyweight sueded jersey establishes a soft, sturdy, and moderately warm baseline – especially once worn over your favorite T-shirt or button-up. And, as varied as the sights you’ll come across, it’s not short on details: Triple-stitched contrast seams for durability and a pop of color, zigzag patterns along the cuffs, shoulders, and neck, and contrast binding along the collar and zipper. ¼-zip front. Square hem with side vents. 100% cotton. Machine wash. Classic Fit. Imported.
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Item 120005
$529.00 - $559.00
4.95

(27)

Falcon Bluff Leather Jacket: Investment quality burnished leather that gets better with age and wear. Now with a shorter collar height and a hidden wire for added comfort and shape. Front zip and front snaps. Four outside pockets (one of the two chest pockets has a vertical zip) and three inside pockets (one zips). Poly twill plaid lining with durable satin inside the sleeves for easy wearing. Professionally leather clean. Imported.
4.95

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Item 145216
$59.50 - $65.50
4.55

(2)

Fade To Plaid Pickstitch Ombré Shirt: Not everything’s going to be crystal clear – like this ombré plaid, fading from dark to light and adding a hazy effect to traditional checks. Yet, the structure’s not completely gone – we just did it with a pickstitched windowpane pattern on top. Lightweight construction with one button flap chest pocket, a point collar, two back pleats, and a shirttail hem with side gussets. Bias yoke front panel with a diagonal pattern. With our signature etched antiqued nickel buttons. Poly/rayon. Machine wash. Classic Fit. Imported.
4.55

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Item 147026
$69.50 - $75.50
3.05

(1)

True Indigo Herringbone Crew: Layer texture and warmth together with this 280g heavyweight true indigo-dyed crew featuring a subtle herringbone pattern. Comfortably contrasts against button-fronts with a curved shirttail hem, a banded collar and cuffs, and an embroidered logo near the hem. 100% cotton. Machine wash. Relaxed Fit. Imported.
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Item 110545
$79.50 - $85.50
4.55

(8)

Desert Peak Stretch Corduroy Jean Jacket: The classic jean jacket shape gets a Territory Ahead upgrade in cotton stretch corduroy. Details include four outside pockets, seaming details and contrast stitching. Inside back yoke is lined in our "Down To Earth" plaid shirt fabric. Territory Ahead logo buttons, including adjustable ones at the back waist. Cotton/spandex. Machine wash. Classic Fit. Imported.
4.55

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Item 147042
$69.50 - $75.50
3.05

(1)

Old Favorite Crew: Athletic trends come and go, but you’ll always stick with your old favorite – cozy, comfy heavyweight French terry with a soft brushed fleece interior. This decades-long staple is always up for a few hours at the gym, is ready to relax by the fire come evening, and continues to be a reliable source of layered warmth. Pullover features a crewneck with a stitched V-notch, wider banded hem and cuffs, contrast cover stitching, and a logo patch near the hem. 350g marled poly/cotton/nylon knit. Machine wash. Relaxed Fit. Imported.
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Item 110236
$259.00 - $279.00
3.55

(2)

Jetsetter Washable Wool Travel Blazer: For that late-fall European vacation, this blazer’s versatile airport-to-sightseeing style travels well and looks sharp, no matter which city you’re in. No trip to the cleaners needed – poly/wool is machine washable, and from there, you’re good to go. With a soft feel, midweight construction adds a bit more substance for fall and winter wear.

While the unstructured fit pairs precisely with plenty of solid and patterned button-fronts, look past the surface. Eight total pockets offer a convenient solution for holding onto and concealing your wallet, keys, and passport. Self-fabric elbow patches add an old-school touch.
  • Machine washable midweight poly/wool
  • No visits to the dry cleaners – just wash it in the washing machine
  • Low maintenance
  • Ideal for fall and winter traveling
  • Eight total pockets
    • One chest pocket
    • Two button flap pockets
    • One hidden zip pocket on the wearer’s right
    • Two inside zip pockets
    • One button-flap inside pocket
  • Fully lined
  • Elbow patches
  • Two-button front
  • Faux horn buttons
  • Three non-functional buttons on each sleeve placket
  • Locker loop inside neck
  • Two back vents
  • Classic Fit
  • Machine wash
  • Imported
3.55

(2)

3.55

(2)

Item 117068
$95.50
Guy Stuff Ultimate Dopp Kit: This roomy travel kit is made of durable cotton canvas with leather trim, and holds all of your toiletry essentials. With plenty of inside and outside pockets to keep your stuff organized.
  • Durable 100% cotton canvas
  • Oiled leather trim
  • Antiqued brass hardware
  • Multiple inside and outside pockets for organization:
    • One large interior compartment
    • One zip interior pocket
    • One zip exterior pocket
    • Two interior organization pockets
  • Adjustable padded shoulder strap
  • Measures: 6¼" x 11" at the base, 7½" tall
  • Monogram It! See below for details
  • Imported
Item 110497
$499.00 - $529.00
$449.00 - $529.00
Save up to 10%
5.05

(6)

Falcon Bluff Suede Jacket: Based on our best-selling Falcon Bluff Leather Jacket, here in supple lambsuede that goes through a tanning process for a subtly aged effect. It's fully lined with a diamond quilt pattern, and we added polyfill to give the jacket a bit more weight and warmth. Poly lined sleeves for easy on and off. Five total pockets: two outside welt pockets, plus three suede welt pockets on the inside. Stand collar is bendable to shape it any way you like. Locker loop at inside back neck. YKK zipper with leather tab and hidden metal logo snap front. Classic Fit. Imported. Professionally leather clean.
5.05

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Item 130770
$59.50
Pescadero Twill Pants: Relax a little longer in the morning, or feel the soft sand below your feet as you study the seaside and adjacent tall, rocky cliffs. Wherever you find yourself, be sure you’re there in these comfy pants. Balancing casual with craftsmanship, they pair substantial midweight textured twill with a full elastic drawstring waist. Straight fit with two quarter front pockets, two button-through back pockets, and a zip fly. Brushed inside and out for an all-around soft feel. 100% cotton. Machine wash. Relaxed Fit. Imported.

Item 145218
$69.50 - $75.50
Ramble and Roam Buffalo Check Shirt: Don’t just sit there – get out and explore, even just to ramble and roam, in this travel-friendly buffalo patterned shirt. Lightweight poly/rayon/spandex takes to the trails with hiking-inspired features, and for the jetsetters out there, it’s less prone to wrinkling and pops with tonal indigo checks, crosshatch details, and contrast stitching.
  • Lightweight poly/rayon/spandex
  • Wrinkle resistant – no ironing
  • Hiking-inspired silhouette:
    • Side panels for an ergonomic fit
    • Two chest pockets with hidden loop closures
    • Elastic hanging loop on the back
  • Contrasting rust top stitching
  • Contrast herringbone tape inside collar and sleeve plackets
  • Antiqued nickel buttons
  • Shirttail hem
  • Classic Fit
  • Machine wash
  • Imported
Item 117079
$119.00
4.85

(9)

Guy Stuff Ultimate Gear Bag: Tough cotton canvas is fully lined in nylon and trimmed with leather. Take all your basics on board the plane or train, from your tablet, passport, phone, and cards to a good book.
  • Durable 100% cotton canvas
  • Fully lined with 100% nylon
  • Oiled leather trim
  • Antiqued brass hardware
  • Multiple inside and outside pockets for organization:
    • Padded sleeve for your tablet computer
    • Zip-opening with sleeves for cards
    • Slots for pens
    • Four pockets
    • Snap-top sleeve on the back
  • Removable, adjustable padded strap
  • Measures: 8" x 4" at the base, 10" tall
  • Monogram It! See details below
  • Imported
4.85

(9)

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Item 110499
$529.00 - $559.00
4.15

(7)

Invest in this premium, heavyweight cowhide leather jacket that’s distressed and specially finished for a lived-in vintage look. Seams on front and back feature burnished edges, also along the outside pockets. Five total pockets: two angled front pockets and one zip chest pocket; two inside chest pockets. Easy stand collar with locker loop at the inside back neck. Metal YKK zipper and antiqued brass snaps. With a stripe satin poly lining. Square hem. Professionally leather clean. Classic Fit. Imported.
4.15

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Item 191236
$75.00
Ember Moc Canyon Print Shoes from Teva®: Warmth and coziness come with a side of strength, thanks to this slipper’s outdoors-inspired design. Sneaker features compose its core, including a textured traction rubber outsole, an EVA foam midsole, and a cushioned PU footbed. Yet, a quilted upper, much like a sleeping bag, helps hold onto body heat, and ripstop materials last through plenty of outings – airports to backcountry campsites.
  • Quilted ripstop textile upper
  • Textured traction rubber outsole
  • EVA midsole
  • PU footbed
  • Collapsible heel for an easy slip-on fit
  • Poly and suede overlays
  • Rib-knit collar
  • Webbed pull-on loop
  • Imported

NOTE: This item is excluded from promotional discounts.
Item 144877
$79.50
$49.50 - $79.50
Save up to 38%
4.55

(11)

Walk The Line Doublecloth Stripe Shirt: There’s a fine line between being precise and sterile, and this shirt’s narrow stripes confidently walk right along it. Our Médoc in reverse, this update places tonal vertical oxford stripes on the outside and lines the interior with solid teal. Turn up the cuffs – the contrasts come easy. Subtly heathered, lightweight construction with one chest pocket, a point collar, two back pleats, and grosgrain trim along the inside collar. Placket and cuffs with square metal buttons. Shirttail hem with solid-color gussets. 100% cotton. Machine wash. Classic Fit. Imported.
4.55

(11)

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Item 145224
$69.50 - $75.50
Mountain Herd Path Marled Stripe Shirt: Hikers wanting a challenge will take the herd path over the marked trails. Giving you a choice, we’ve juxtaposed bold twill stripes with softer, less-clear marled ones. Pick your path and then throw over this shirt’s heavyweight construction – perfect for layering over tees and thermals. With one chest pocket, two back pleats, and herringbone twill tape along the side vents. Smoke faux pearl buttons. Square hem. Cotton/rayon/poly. Machine wash. Classic Fit. Imported.
Item 147030
$89.50 - $95.50
4.55

(2)

Saguaro Sueded Jersey Hoodie: Named after the tall, dense cacti found in the Sonoran Desert, this green-hued hoodie grabs attention with a handful of key details. Contrasting orange topstitching – on the seams and in rows on the elbow patches – adds a pop of color, and our plaid Old Steamboat's 16-wale corduroy lines the hood, inside placket, cuffs, and hem for a patterned contrast. Ideal as a layer, heavyweight 260g construction features a funnel neck, attached two-piece hood, a front pouch pocket, and a straight, adjustable hem with a nylon-trimmed drawcord. Sueded finish for a softer handfeel. Placket with four faux horn buttons with antique brass grommets. 100% cotton. Machine wash. Classic Fit. Imported.
4.55

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4.55

(2)

Item 145301
$99.50 - $105.50
5.05

(1)

Cuyamaca Ombré Stripe Hoodie: For higher elevations and cooler days on the beach, this Baja-styled hoodie delivers the right amount of warmth – and a prismatic pop of color. Midweight flannel material is brushed inside and out for an all-around soft feel and features multicolored vertical ombré stripes. Features a front pouch pocket, an attached hood, a placket, and grosgrain tape along the collar. Straight hem with side vents. 100% cotton. Machine wash. Relaxed Fit. Imported.
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Item 145214
$59.50 - $65.50
Different Drum Brushed Twill Flannel Shirt: Not every stripe has to run vertically. Others, as this flannel shows, go along the diagonal or take a horizontal path. Ideal for layering, midweight twill is brushed for a softer feel. With a bias yoke front panel, one button-flap chest pocket, two back pleats, and engraved antiqued nickel buttons. Shirttail hem with side gussets. 100% cotton. Machine wash. Classic Fit. Imported.
Item 110572
$529.00 - $559.00
3.55

(2)

The Mythmaker Leather Moto Jacket: In between hard truths and full-blown stories lie plenty of myths and legends. Far from esoteric, this moto jacket resides in a similar spot – practical for transitional weather yet exuding the cool factor that gets people talking. Clean, modern silhouette with medium-weight, lightly aged goatskin leather features a matte finish for less sheen, all the classic moto jacket features you love, and our signature blue camouflage jacquard lining.
  • Medium-weight, lightly aged polished goatskin leather
  • Poly twill lining with a blue camouflage pattern
  • Matte finish for less sheen
  • Snap moto collar
  • Two zip side entry pockets
  • Two zip chest pockets
  • One interior slip pocket
  • Zip sleeve cuffs with wind flaps
  • Side buckles on the hem
  • Hard-to-find bi-swing back for a natural range of motion
  • Square hem
  • Classic Fit
  • Professionally leather clean
  • Imported
3.55

(2)

3.55

(2)

Item 117081
$189.00
Guy Stuff Ultimate Dual Compartment Briefcase: It's the travel bag that lets you mix business and pleasure with ease. Divide and store your basics among its two connected main compartments, and should you bring back more than you took to the destination, the outer compartment expands an additional two inches – great for holding extra folders or souvenirs from an impromptu shopping excursion.
  • Washed, heavyweight 100% cotton canvas
  • Fully lined with 100% nylon
  • Oiled leather trim
  • Antiqued brass hardware
  • Multiple inside and outside pockets for organization:
    • Two zip outside pockets for quickly accessing basic items
    • Two side-by-side main compartments connect via adjustable side buckles for a total width of 4¼"
    • Outer compartment expands an extra two inches and offers an array of smaller organizational pockets
  • Removable, adjustable padded strap
  • Measures 16" x 4¼" x 12" tall
  • Monogram It! See details below
  • Imported
Item 191220
$130.00
Moloa Aho Slip-On Shoes from OluKai®: Premium waxed nubuck leather upper, unlined with laser perforations on vamp, hand sewn stitching details and elastic gore at sides for easy on and off. Dual-density anatomical PU footbed with polyurethane gel insert and natural, moisture-wicking cork footbed cover – removable and washable. Rubber outsole wrapped with full-grain leather. Patented Drop-In Heel® to wear it as a shoe or a slide. Imported.
Item 146790
$79.50 - $85.50
4.85

(13)

Heavyweight, 280-gram cotton knit fabric is true indigo dyed with a subtle herringbone pattern for instant comfort and enduring style. Detailed with three coconut buttons, a hood with self fabric drawcord and raglan sleeves. Curved shirttail hem with logo patch on wearer’s lower left. 100% cotton. Machine wash. Classic Fit. Imported.
4.85

(13)

4.85

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Item 117087
$79.50
5.05

(1)

Guy On The Go Backpack: This multipurpose carryall is built for the long haul in durable cotton canvas with handsome leather trim. Organize all your essentials with multiple pockets inside and out, including a separate compartment for your laptop. The inside is lined in contrast poly, and the top cinches closed with a thick drawcord, plus a flap for added security.
  • Washed, heavyweight 100% cotton canvas
  • Fully lined with 100% poly
  • Oiled leather trim
  • Antiqued brass hardware
  • Drawcord closure with a snap flap on top to protect the bag’s contents
  • Multiple inside and outside pockets for organization:
    • Laptop sleeve
    • Large main compartment
    • 3 exterior pockets with snap closures and buckle details
  • Two padded adjustable carry straps
  • Leather handle on top
  • Embossed leather Territory Ahead logo
  • Measures: 11½" x 5½" x 16".
  • Imported
5.05

(1)

5.05

(1)

Item 117139
$85.00
Hole in the Wall Suede Belt: Genuine Italian suede creates a soft, luxurious, yet still somewhat rugged foundation from which its perforated details can emerge. Satin nickel buckle accents it with a polished, urbane shine. Contrast stitching. Measures: 1⅝" wide. Sizes: 34-44. We recommend ordering one size up (ex: if you are a size 34 in pants, order a size 36 belt). Buckle is imported; Belt is made in U.S.A.
Item 117080
$179.00
3.15

(7)

Guy Stuff Ultimate Cabin Bag: Inspired by the classic pilot's bag, our version melds jet-setter panache with travel-savvy utility. Designed to fit under seats, it gives you room to take along a laptop, cards, a passport, and a few other need-right-now belongings for your flight or train trip.
  • Washed, heavyweight 100% cotton canvas
  • Fully lined with 100% nylon
  • Oiled leather trim
  • Antiqued brass hardware
  • Large zip top opening
  • Multiple inside and outside pockets for organization:
    • Padded sleeve for a laptop (up to 15")
    • Key clip
    • Easy-access opening
    • Ticket pocket on top flap
    • Outside: 3 zip and two elastic slip pockets
    • Interior: One main compartment with multiple organizational pockets for cards, pens, and other small items
  • Removable, adjustable padded strap
  • Measures 15½" x 8" x 10½" tall
  • Weighs about 2.7 lbs.
  • Monogram It! See details below
  • Imported
3.15

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Item 110541
$499.00 - $529.00
Falcon Bluff Nubuck Jacket: Lightly aged nubuck gives this version of our Falcon Bluff jacket a matte appearance and ultra-soft handfeel that only gets better with wear. As with all jackets in this series, the short collar includes an internal bendable wire for shape retention and easy adjustment.
  • Goat oily nubuck
  • Four outside pockets: three snap and one zip on the chest
  • Three inside pockets: two slip and one zip
  • Button-snap cuffs
  • Locker loop inside collar
  • Plaid poly twill lining in body
  • Satin inside the sleeves for easy wearing
  • Full-zip front with a button-snap storm flap
  • Pieced body seams
  • Square hem
  • Classic Fit
  • Professionally leather clean
  • Imported

Related Products

Territory Ahead offers exceptional southwest inspired men’s clothing with unique fabrics, details and buttons you won’t find at ordinary men’s clothing companies. Shop our new arrivals of men’s clothing, including extraordinary textured shirts, comfort waist pants, investment-quality leather jackets, signature jeans, leather shoes and boots, and our famous A-List Peruvian T-Shirts. Many styles are available in both regular and men’s tall sizes.

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